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1-(4-methoxyphenyl)-1,3-butadiyne is an organic compound characterized by a unique structure that includes a butadiyne chain and a 4-methoxyphenyl group. This molecule consists of a butadiyne backbone, which is a conjugated diene with triple bonds between the carbon atoms, and a 4-methoxyphenyl group attached to one end of the chain. The 4-methoxyphenyl group is a phenyl ring with a methoxy substituent at the para position, which introduces an electron-donating effect and influences the molecule's reactivity and physical properties. 1-(4-methoxyphenyl)-1,3-butadiyne is of interest in organic chemistry due to its potential applications in the synthesis of various pharmaceuticals and materials, as well as its role as an intermediate in the preparation of more complex organic molecules.

7642-31-1

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7642-31-1 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 7642-31-1 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 7,6,4 and 2 respectively; the second part has 2 digits, 3 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 7642-31:
(6*7)+(5*6)+(4*4)+(3*2)+(2*3)+(1*1)=101
101 % 10 = 1
So 7642-31-1 is a valid CAS Registry Number.

7642-31-1Relevant academic research and scientific papers

Catalytic Cyclotrimerization Pathway for Synthesis of Selaginpulvilins C and D: Scope and Limitations

Rycek, Lukas,Mateus, Miguel,Beytlerová, Nela,Kotora, Martin

, p. 4511 - 4515 (2021/04/12)

A facile and unified approach to the main selaginpulvilin's framework was achieved by catalytic [2 + 2 + 2]-cyclotrimerization of a triyne with monosubtituted alkynes. The reaction proceeded with high "ortho"selectivity by using Wilkinson's catalyst (RhCl

Transition-Metal-Free Synthesis of Borylated Thiophenes via Formal Thioboration

Bel Abed, Hassen,Blum, Suzanne A.

supporting information, p. 6673 - 6677 (2018/10/24)

A simple, regiocontrolled, and transition-metal-free approach to access exclusively 3-borylated thiophene derivatives is reported. The commercially available B-chlorocatecholborane reagent (ClBcat) acts as a carbophilic Lewis acid to activate the alkyne i

Cyclobutene vs 1,3-Diene Formation in the Gold-Catalyzed Reaction of Alkynes with Alkenes: The Complete Mechanistic Picture

De Orbe, M. Elena,Amenós, Laura,Kirillova, Mariia S.,Wang, Yahui,López-Carrillo, Verónica,Maseras, Feliu,Echavarren, Antonio M.

supporting information, p. 10302 - 10311 (2017/08/09)

The intermolecular gold(I)-catalyzed reaction between arylalkynes and alkenes leads to cyclobutenes by a [2 + 2] cycloaddition, which takes place stepwise, first by formation of cyclopropyl gold(I) carbenes, followed by a ring expansion. However, 1,3-butadienes are also formed in the case of ortho-substituted arylalkynes by a metathesis-type process. The corresponding reaction of alkenes with aryl-1,3-butadiynes, ethynylogous to arylalkynes, leads exclusively to cyclobutenes. A comprehensive mechanism for the gold(I)-catalyzed reaction of alkynes with alkenes is proposed on the basis of density functional theory calculations, which shows that the two pathways leading to cyclobutenes or dienes are very close in energy. The key intermediates are cyclopropyl gold(I) carbenes, which have been independently generated by retro-Buchner reaction from stereodefined 1a,7b-dihydro-1H-cyclopropa[a]naphthalenes.

Total Synthesis of Selaginpulvilin C and D Relying on in Situ Formation of Arynes and Their Hydrogenation

Karmakar, Rajdip,Lee, Daesung

supporting information, p. 6105 - 6107 (2016/12/09)

The total syntheses of selaginpulvilins C and D is described. The key strategy for the construction of the core fluorene moiety involves in situ formation of an aryne intermediate followed by its formal hydrogenation. The precursor tetraynes that undergo

Syntheses of trifluoroethylated unsymmetrical 1,3-diynes by using 1,1-dichloro-2,2,2-trifluoroethane

Zheng, Jian,Chen, Qing-Yun,Sun, Ke,Huang, Yangen,Guo, Yong

, p. 5757 - 5760 (2016/12/06)

Copper-mediated reaction of terminal 1,3-diynes with 1,1-dichloro-2,2,2-trifluoroethane (CF3CHCl2) using ethanolamine as ligand gave trifluoroethylated unsymmetrical 1,3-diynes in moderate to good yields. The reaction were carried out under mild conditions, and were easy to operate. Aryl groups with weak electron-withdrawing group or electron-donating group, and alkyl substitutents at terminal 1,3-diynes were tolerated. Synthesis of a trifluoroethylated conjugated triyne by using this method was demonstrated. Further transformation of the trifluoroethylated unsymmetrical 1,3-diyne to provide trifluoroethyl-substituted 1,2,3-triazole and isoxazole as application examples were successfully realized.

Highly enantioselective copper(i)-catalyzed conjugate addition of 1,3-diynes to α,β-unsaturated trifluoromethyl ketones

Sanz-Marco, Amparo,Blay, Gonzalo,Mu?oz, M. Carmen,Pedro, José R.

supporting information, p. 8958 - 8961 (2015/05/27)

The conjugate diynylation of α,β-unsaturated trifluoromethyl ketones is carried out in the presence of a low catalytic load (2.5 mol%) of a copper(i)-MeOBIPHEP complex, triethylamine and a terminal 1,3-diyne. Pre-metalation of the terminal 1,3-diyne with stoichiometric or higher amounts of dialkylzinc reagent is not required. The corresponding internal diynes bearing a propargylic stereogenic center are obtained with good yields and excellent enantioselectivities. This journal is

Copper-catalyzed three-component synthesis of 3-Aminopyrazoles and 4-iminopyrimidines via β-alkynyl-N-sulfonyl ketenimine intermediates

Xing, Yanpeng,Cheng, Binyu,Wang, Jing,Lu, Ping,Wang, Yanguang

supporting information, p. 4814 - 4817 (2015/04/27)

3-Aminopyrazoles and 4-iminopyrimidines were efficiently prepared via copper-catalyzed three-component reactions of butadiynes, sulfonylazides, and hydrazides or imidamides. The reactions were regioselectively approached via the formation of a β-alkynyl-N-sulfonyl ketenimine intermediate which represented a new and effective 1,3-dielectrophilic equivalent in organic synthesis.

Air-stable (phenylbuta-1,3-diynyl)palladium(II) complexes: Highly active initiators for living polymerization of isocyanides

Xue, Ya-Xin,Zhu, Yuan-Yuan,Gao, Long-Mei,He, Xiao-Yue,Liu, Na,Zhang, Wu-Yi,Yin, Jun,Ding, Yunsheng,Zhou, Hongping,Wu, Zong-Quan

, p. 4706 - 4713 (2014/04/17)

A family of air-stable (phenylbuta-1,3-diynyl)palladium(II) complexes were designed and prepared in a facile synthetic procedure. Their structures were characterized by 1H and 13C NMR, MS, and X-ray analysis. These Pd complexes were

Zinc-mediated enantioselective addition of terminal 1,3-diynes to N-arylimines of trifluoropyruvates

Zhang, Fa-Guang,Ma, Hai,Zheng, Yan,Ma, Jun-An

scheme or table, p. 7663 - 7669 (2012/09/05)

A facile and effective enantioselective addition of terminal 1,3-diynes to acyclic α-CF3 ketimine esters has been developed by using zinc/Binol complexes. The reaction works well with a variety of aromatic-, aliphatic- and silyl-substituted diynes, providing the desired products in up to 97% yield and 97% enantiomeric excess.

Mori-Hiyama versus hay coupling for higher polyynes

Gulia, Nurbey,Osowska, Karolina,Pigulski, Bartlomiej,Lis, Tadeusz,Galewski, Zbigniew,Szafert, Slawomir

experimental part, p. 4819 - 4830 (2012/10/18)

Dimerizations of C4 precursors RCa=CCa=CTMS [R = C 6H5 (1), p-CH3C6H5, (2), 4-n-C5H11C6H4 (3), C 6H9 (4), p-CH3O

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